diff --git a/mail/rubygem-net-smtp/Makefile b/mail/rubygem-net-smtp/Makefile
index e96fe62abcc1..e1dda696bfd4 100644
--- a/mail/rubygem-net-smtp/Makefile
+++ b/mail/rubygem-net-smtp/Makefile
@@ -1,22 +1,23 @@
 # Created by: Po-Chuan Hsieh <sunpoet@FreeBSD.org>
 
 PORTNAME=	net-smtp
-PORTVERSION=	0.2.1
+PORTVERSION=	0.2.2
 CATEGORIES=	mail rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Simple Mail Transfer Protocol client library for Ruby
 
 LICENSE=	BSD2CLAUSE RUBY
 LICENSE_COMB=	dual
 LICENSE_FILE_BSD2CLAUSE=${WRKSRC}/LICENSE.txt
 
-RUN_DEPENDS=	rubygem-net-protocol>=0:net/rubygem-net-protocol
+RUN_DEPENDS=	rubygem-net-protocol>=0:net/rubygem-net-protocol \
+		rubygem-timeout>=0:devel/rubygem-timeout
 
 USES=		gem
 USE_RUBY=	yes
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/mail/rubygem-net-smtp/distinfo b/mail/rubygem-net-smtp/distinfo
index 7faf1e0b4349..746d5351257a 100644
--- a/mail/rubygem-net-smtp/distinfo
+++ b/mail/rubygem-net-smtp/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1609598819
-SHA256 (rubygem/net-smtp-0.2.1.gem) = d1ae74d4b75970915d7c7a548275583974cb54d09ca9c56312dc8cb7f40ff40f
-SIZE (rubygem/net-smtp-0.2.1.gem) = 16384
+TIMESTAMP = 1634111940
+SHA256 (rubygem/net-smtp-0.2.2.gem) = 2487b00fa352d533512b57c79377e933163cf7a91201a8795822e8edab2b1231
+SIZE (rubygem/net-smtp-0.2.2.gem) = 14848
diff --git a/mail/rubygem-net-smtp/files/patch-gemspec b/mail/rubygem-net-smtp/files/patch-gemspec
new file mode 100644
index 000000000000..1c60f29d311c
--- /dev/null
+++ b/mail/rubygem-net-smtp/files/patch-gemspec
@@ -0,0 +1,10 @@
+--- net-smtp.gemspec.orig	2021-10-13 17:30:26 UTC
++++ net-smtp.gemspec
+@@ -24,7 +24,6 @@ Gem::Specification.new do |s|
+ 
+     if Gem::Version.new(Gem::VERSION) >= Gem::Version.new('1.2.0') then
+       s.add_runtime_dependency(%q<net-protocol>.freeze, [">= 0"])
+-      s.add_runtime_dependency(%q<digest>.freeze, [">= 0"])
+       s.add_runtime_dependency(%q<timeout>.freeze, [">= 0"])
+     else
+       s.add_dependency(%q<net-protocol>.freeze, [">= 0"])